$166 Find Cheap Flights from Portland to Maui - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to Maui departing on 10/21. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Cheap Flights from Portland to Maui

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Kahului
Kahului1 stop$332
Kapalua
Kapalua2 stops$851
Hana
Hana1 stop$588
Kahului
Kahului1 stop$332
Kapalua
Kapalua2 stops$851
Hana
Hana1 stop$588

Book Cheap Portland to Maui Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Portland to Maui that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Portland to Maui

Tue, Dec 1 - Mon, Dec 14
United Airlines Logo
1:39 pm - 8:06 pm
PDX
-
OGG
8h 27m
1 stop
United Airlines Logo
1:05 pm - 12:54 am
OGG
-
PDX
9h 49m
1 stop
$332United Airlines
Thu, Sep 17 - Wed, Sep 23
United Airlines Logo
11:15 am - 7:20 pm
PDX
-
OGG
11h 05m
1 stop
United Airlines Logo
7:00 am - 8:40 pm
OGG
-
PDX
10h 40m
1 stop
$332United Airlines
Wed, Nov 11 - Mon, Nov 16
Alaska Airlines Logo
2:45 pm - 6:50 pm
PDX
-
OGG
6h 05mnonstop
Alaska Airlines Logo
10:39 pm - 6:10 am
OGG
-
PDX
5h 31mnonstop
$357Alaska Airlines
Mon, Oct 26 - Mon, Nov 2
Alaska Airlines Logo
5:45 pm - 8:52 pm
PDX
-
OGG
6h 07mnonstop
Alaska Airlines Logo
10:39 pm - 6:10 am
OGG
-
PDX
5h 31mnonstop
$357Alaska Airlines
Mon, Sep 7 - Mon, Sep 21
Delta Logo
12:25 pm - 5:52 pm
PDX
-
OGG
8h 27m
1 stop
Delta Logo
9:10 pm - 8:43 am
OGG
-
PDX
8h 33m
1 stop
$376Delta
Wed, Oct 21 - Wed, Oct 28
Delta Logo
1:00 pm - 5:59 pm
PDX
-
OGG
7h 59m
1 stop
Delta Logo
9:14 pm - 12:09 pm
OGG
-
PDX
11h 55m
1 stop
$376Delta
Wed, Nov 11 - Tue, Nov 17
Southwest Logo
1:15 pm - 9:15 pm
PDX
-
OGG
10h 00m
2 stops
Southwest Logo
9:25 pm - 10:40 am
OGG
-
PDX
11h 15m
1 stop
$382Southwest
Tue, Nov 3 - Thu, Nov 12
Southwest Logo
1:15 pm - 9:15 pm
PDX
-
OGG
10h 00m
2 stops
Southwest Logo
9:25 pm - 11:25 am
OGG
-
PDX
12h 00m
1 stop
$382Southwest
Mon, Sep 14 - Mon, Sep 21
Multiple Airlines Logo
2:45 pm - 5:47 pm
PDX
-
OGG
6h 02mnonstop
Multiple Airlines Logo
10:39 am - 10:51 pm
OGG
-
PDX
9h 12m
1 stop
$385Multiple Airlines
Tue, Dec 1 - Mon, Dec 7
Multiple Airlines Logo
5:32 pm - 10:20 am
PDX
-
OGG
18h 48m
1 stop
Multiple Airlines Logo
10:39 pm - 6:06 am
OGG
-
PDX
5h 27mnonstop
$385Multiple Airlines
Booking Insights

KAYAK's insights & trends for Portland to Maui flights

Get data-powered insights and trends into flights from Portland to Maui to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Portland to Maui flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Maui from Portland found in the last 5 days was to Kahului, at $356 round-trip. The most popular route is from Portland (PDX) to Kahului (OGG), and the cheapest round-trip airline ticket found on this route in the last 5 days was $356.

What is the cheapest time of day to fly to Maui?

The average price for all round-trip flights from Portland to Maui depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Maui is generally in the evening, when round-trip flights cost $496 on average. Morning departures are around 35% more expensive than evening flights, on average. The most expensive time of day to fly to Maui is generally in the morning, which is peak travel time and where the average cost of a ticket is $668.

Can I save money by flying with a layover from Portland to Maui?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $410, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Portland to Maui?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Portland to Maui, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Portland to Maui is January, when tickets cost $472 (return) on average. On the other hand, the most expensive months are June and December, when the average cost of round-trip tickets is $669 and $643 respectively.

What’s the cheapest day of the week to fly from Portland to Maui?

The average price of all round-trip flights from Portland to Maui clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Maui on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Saturday is the most expensive day to fly from Portland to Maui. For your return ticket, we recommend flying on a Thursday and avoiding Saturdays for the best deals.

How far in advance should I book a flight from Portland to Maui?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Portland to Maui, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Portland to Maui, you should book around 4 weeks before departure, which saves you about 33% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low season

July

Cheapest flight

$166
Best time to beat the crowds but there is an average 13% increase in price.
Most popular time to fly and prices are also 16% lower on average.
Flight from Portland to Kahului

FAQs - booking Maui flights

  • What are the passport and visa requirements for flying to Maui from Portland?

    American citizens traveling from Portland to Maui don’t need to have a passport or visa. Nonetheless, to make the trip you’ll need to possess a valid driver’s license from the state you reside in. In case you don’t have a driver’s license you’ll need to own an identification card from your home state. Also, your driver’s license or identification card will have to be valid for the span of your trip or you’ll need to renew either before making your journey to the island of Maui.

  • How can I get from Kapalua Airport (JHM) to downtown Lahaina?

    The distance to downtown Lahaina from JHM is about 9.7 km (6 miles) and there are a variety of transit options. The most pocket-friendly transportation means to reach the city center from the airport is via bus. The Polynesian Shore bus stop facilitating the bus rides downtown is outside the airport within walking distance. The bus fare to the city center is approximately $2. The ride takes about 40 minutes during normal traffic conditions. An alternative transit means to arrive at Lahaina via taxi. It’s the most comfortable transportation means and the fastest to arrive at downtown Lahaina. The taxi fare downtown from JHM is approximately $25. The ride takes about 10 minutes depending on the traffic conditions.

  • What are the most common layover cities for when flying from Portland to Maui?

    Flights from Portland to Maui are quite long. If you wish for a flight with a layover the flights will include at least one layover stop or even two stopovers. San Francisco, Kailua- Kona, Los Angeles, Honolulu, Seattle, and Phoenix are the route’s common layover cities.

  • Are there nursing stations at Portland International Airport (PDX)?

    Yes. PDX provides various lactation rooms. Each lactation room is furnished with counter space, sinks, electrical outlets, and chairs. Also, the rooms are accessible. At PDX, the lactation rooms are situated post-security close to Gate E8, Gate D2, and across from Capers Café next to the South Hall on Concourse B.  

  • How does KAYAK find such low prices on flights from Portland to Maui?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Portland to Maui.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Portland to Maui?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Portland to Maui is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Portland to Maui?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Portland to Maui with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Portland to Maui?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Portland to Maui up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Maui

  • Portland International Airport (PDX) is one of the main airports serving Portland. The airport is also a hub for Alaska Airlines, which offers flights from Portland to Maui.
  • For passengers traveling with their pets or service animals, PDX has pet relief areas. At PDX, you'll find an outdoor pet relief area outside the baggage claim at the south end of the terminal. Indoor pet relief areas are on Concourse D across from Gate D5 and Concourse C next to the Alaska Lounge.
  • A flight from Portland to the island of Maui is rather long.  To sidetrack yourself with a variety of free entertainment on the flight consider flying the route with Delta, Alaska Airlines, American Airlines, and Hawaiian Airlines. The passenger airlines provide complimentary entertainment.
  • Kahului Airport (OGG) is one of the airports serving the Island of Maui. The airport is a hub for Mokulele Airlines and Hawaiian Airlines, with the latter passenger airline offering flights to Maui from Portland. Additionally, the airport offers nonstop flights to Maui from Portland.
  • Hana Airport (HNM) and Kapalua Airport (JHM) are among the primary airports serving the Island of Maui. Mokulele Airlines is the lone passenger airline running at both airports offering flights to the Island of Maui.

Reviews of the top 5 airlines serving from Portland to Maui

 
See real verified KAYAK customer reviews for airlines flying from Portland to Maui. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Portland to Maui? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4230 reviews
8.6Crew
8.1Boarding
8.0Comfort
7.5Entertainment
7.0Food
Airline reviews

No gluten free snacks. Seats felt worn or bare bones even though it was a new 737 MAX 8.

10.0 ExcellentAnonymous, May 2026
PDX - OAK
Read more Southwest reviews

No gluten free snacks. Seats felt worn or bare bones even though it was a new 737 MAX 8.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

I liked the crew member who gave flight instructions on "in case of a problem:. The seats are so small that only a young teenager could sit in middle seat.

I recently flew Southwest from San Jose to Honolulu. I was very impressed with the flight crew, especially the flight attendant in charge of the front of the plane. She came through the aisle at least five times for drinks and water, and two times for snacks. I have not seen such service since I flew first class. Also, for the first time, they gave us the correct baggage claim number, and the luggage came out quickly. I can't wait for Southwest to have assigned seating! I absolutely hate the Cattle Call boarding procedure and the mad dash to get seats and overhead bins. However, the boarding was efficient.

Much better than the.last. flight on SW on Thanksgiving day

It was really nice! I appreciate the gate attendant allowing families with small children to board early on in the process… that was very helpful! The internet service didn’t work with the app I was trying to use even though I paid the $8… other than that it was great! Oh and I should’ve asked for the whole cranberry cocktail can. That cup was about 2 sips…

I liked the boarding process with our loading group and numbers. I disliked that I couldn't guarantee our seats together. I didn't like that the Internet costs $8/ flight, but did love all the inflight options available through their app. I disliked no charging station at my seat for a 3+ hour flight.

Unfortunately it was not a good experience. There was a rude stewardess.

Great! Although the flight was about 40 minutes delayed, the crew did a good job getting everything boarded quickly and efficiently.

The aircraft pumps heat into the cabin in warm weather. High, prolonged discomfort. Not okay to put customers through that. Time to upgrade their fleet.

I would love it if Alaska Airlines brought back the complimentary beverage service on short flights

the flight was fine, But I paid extra for an Aisle seat both planes and did not get what I paid for when you pay an extra almost $80 and do not get the desired seats it was frustrating I don't fly much because of my legs need more room. thank you for your attention to this

Our meal order was screwed up. We had to choose from basic boxes. I was not happy.

It was a pleasant experience. Considering we paid over $3000 for first class there really wasn’t anything special about first class. All the seats looked the same and everyone got the same great customer service. The only thing that was different between first class and couch was the drinks and the meal. We wouldn’t waste that much $ on first class on that plane again.

The boarding was confusing because the PA system at PDX was so quiet you couldn’t hear anything being said . The seats were uncomfortable. The food was pretty bad and I normally don’t mind airplane food. The flight attendants were not friendly. I learned upon check in that Hawaiian airlines had reassigned our seats of the second leg of the trip. I had confirmed and paid for special seats but they put me and my companion on standard seats in different rows. Hawaiian also did the same on my return flight after the flight times had changed. I happened to go online to check my reservation and saw the flight had changed. I gad received no notice. I saw that my confirmed seats that I had paid extra were gone. After much back and forth with the airlines they refused to correct their error. I showed them confirmation documents of my seat reservation and receipt of payment but they refused to correct the seat change or reimburse me. I had to pay $200 again to reserve the original seats. Shameful and manipulative. They basically held me hostage. If I wanted to be in that flight I had to pay up.

The pilot performed the smoothest landing I’ve ever experienced. What a light touch. And I’m an avid traveler!

Had to sit and wait to get off the plane for closeto a hour. My son also flying to a different destination that day also had like a 2.5 hr delay

The flight attendants were not very friendly this time around. We were disappointed.

Flight crew were not only efficient but welcoming, kind & overall great!

They we able to seat my companion and I next to each other. Plane’s temperature was very cool. Willl be more prepared on return trip.

A cold sandwich would be much better than the warm gummy croissant.

It’s really tough when you purchase tickets and you are unable to purchase your seats, and just get random seats when you are traveling with someone.

Having enough fuel to get to our destination seems like it should be a given when you board a plane. Not in this case, delayed hours to refuel.

Almost everything was perfecto expect for entertainment. There are not a many options.

The screen where I sat was not working and charger also poorly. Can’t enjoy entertainments and space of seat was narrow.

Parents with kids should all be in the same area. Sounds rude but who what's to fly 6hrs with crying and bratty kids. Just my opinion.

Ok, so I didn’t have seats, so got there very early. I was first in line only to be told, listen for your name for seats. The flight was boarding before they gave me a middle seat, way after others showed up who were given more favorable treatment. Ok, so , don’t show up early and obey all the rules??? Clearly, your gate clerks did not. What gives???

Not great to be very honest. Our flight was delayed after we sat at the airport until 15 minutes after we were supposed to leave . We were then notified the plane was being worked on “and the parts were out in the ground and still not finished .” Even though the work started the evening before and they knew it wasn’t fixed. . Then we were told it would be a 1:15 pm boarding time so we waited then at 1:45pm we were told it would be an 11:15pm boarding . It was changed to and 3:55am boarding the next morning . We lost out on a day in Hawaii and a night of our VRBO rental.

According to their inflight magazine they mentioned a nice meal.... we had a very hot sandwich and drink....

the whole trip was smooth, and as comfortable as flying is these days. flight crew was friendly and very courteous and helpful.

Yet another flight in which beverage and snack service was skipped. Other that that, firmly mediocre. Landed early, to gate late due to congestion at the gates. Airline's fault or airports fault: unknown.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

This was a very average flight. The seat was out of alignment so more uncomfortable than usual. The cabin felt not well maintained. But I safely got where I needed to go.

We had a 90 minute delay due to equipment failure that was detected just before we took off. United rebooked my connecting flight.

Dinner was okay but the breakfast was not eatable on the flight San Francisco to Zurich.

This was a Lufthansa flight. Disappointing main meal. Very rough over Canada and arrival at FRA. IFE was almost unusable.

Poor seating comfort, seat cushion too thin, very uncomfortable. My luggage didi not make the flight due to equipment change. At least. United had it delivered the next day. I was without my toilet items for one day.

Flight cancelled because of the grounded 737s. United was good about it and got us onto a later Alaska Airlines flight to Oakland (not San Francisco as originally intended). Had to go through security again and my wife dropped her MacBook Pro, which broke, a $2,500 whoopsie. But we made it home.

I liked being upgraded to first class. The flight was a redeye, so I did sleep most of it.

Luggage took too long go get off plane in Knoxville. Was almost 45 minutes after the flight landed.

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

The boarding was as always, the crew tried their best but not enough. The food was a disaster I had dietary restrictions that were half met because the company did not loaded the food for the flight. The entertainment screen was fine but content was not and also they removed the free messaging option from the flight and they charged 30 dollars for that crappy bandwidth. This flight is not worth the cost and the company is going down on quality.

As smooth as you can expect. Some issues with boarding because the previous plane took forever to deplane but overall, a good experience.

DFW-LHR Toilets not kept clean Too cramped. Aisles so narrow crew were constantly banging into people on the aisle seats. Even then, the carts used are reduced width. Other than that it was a decent flight on both legs

Excellent customer service at check in at Austin flight to DFW and excellent customer service from Karren in terminal B at DFW.

The flight itself was fine, but between the man in front of me putting his chair back, and the gentleman next to me who took up 50% of my seat, my back and neck are destroyed from the flight. I’m hoping for a better outcome flying back.

Flight boarded without pilots. Sat on plane for 3 hrs. after over an hour late boarding. Plane never took off. Had to deplane near midnight. Line for rebooking was 3 hours + long. I had to leave.

We were told there would be no food/beverage service due to turbulence. There was very little turbulence on the 2+ hour flight. I was in First Class and thought they could have done a quick service after take off as they had a quite bit of time before we would be reaching the predicted turbulent area. They could have at least passed out a quick bag of pretzels.

Very disappointed with the crew and the lack of attention given to the passengers. On a 5 hour flight they never offered a snack. One time offered a beverage and didn’t pick up the used cups until the flight was on final approach. The two flight attendants in our section mentioned that they were best friends and compared their pre flight shoes. When paying for first/business class there is a level of service that should be expected. These two spent the majority of the flight in their seats playing on their phones and laughing with each other. Very frustrating!!!

Everything you need to know for your flight to Maui

Information on your arrival and departure airports